Things to Do in Chianti Region in 2026

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Most popular activities in Chianti Region

Tours & day trips

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Gems of Tuscany: Florence & Pisa One Day Excursion from Rome

Free cancellation available

Food, drink & nightlife

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The Best of Tuscany in One Day Sightseeing Tour

Free cancellation available

Private & custom tours

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Private Wine & Oil Tasting with Lunch

Free cancellation available

Classes & workshops

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Florence: Pasta Cooking Class with Unlimited Wine

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Shows & concerts

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Florence: Santa Monaca Church Italian Opera Concert Ticket

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What to do in Chianti Region

Discover the most popular places to visit in Chianti Region

A woman on a spiral stairway, part of the modern architecture at Antinori Winery Nel Chianti Classico, San Casciano in Val di Pesa, Tuscany, Italy.

Antinori nel Chianti Classico

5/5(1 review)

You can enjoy a tasting or tour at Antinori nel Chianti Classico during your travels to Bargino. Check out the churches and wineries in this walkable area.

Night view of the architecture of the small town of Florence, Shanghai

The Mall Luxury Outlet

4.5/5(138 reviews)

During your visit to Leccio, you can search for that perfect souvenir at The Mall Luxury Outlet. Discover the acclaimed art scene and stunning cathedral in this walkable area.

Tenuta Torciano Winery

You can enjoy a tasting or tour at Tenuta Torciano Winery during your travels to Ulignano. Discover the beautiful countryside and wineries in this quaint area.

Verrazzano Castle

You can find out about the history of Greve in Chianti with a trip to Verrazzano Castle. Discover the area's countryside and wineries.

Montegufoni Castle

4/5(2 reviews)

Find out about the history of Montegufoni with a stop at Montegufoni Castle. Visit the notable monuments and stunning cathedral in this walkable area.

Castello di Albola

4/5(1 review)

You can enjoy a tasting or tour at Castello di Albola during your travels to Radda in Chianti. Discover the beautiful countryside in this romantic area, or enjoy its local tours.

Piazza Matteotti

Find out about the history of Greve in Chianti when you take a trip to Piazza Matteotti. Discover the beautiful countryside in this culturally rich area, or enjoy its local tours.

Castle of Brolio

5/5(22 reviews)

You can find out about the history of Gaiole in Chianti with a stop at Castle of Brolio. Discover the beautiful countryside and charming coffeehouses in this walkable area.

Croce del Pratomagno

You can learn about the history of Loro Ciuffenna when you stop by Croce del Pratomagno. Discover the countryside in this relaxing area, or seek out the campsites.

Discover the most popular landmarks and neighborhoods in Chianti Region

Certaldo Alto

5/5(4 area reviews)

You'll enjoy the museums and monuments in Certaldo Alto. You might want to make time for a stop at Casa del Boccaccio or Palazzo Pretorio.

Il Serraglio

While there might not be top attractions in Il Serraglio, you can explore the larger area and discover places like Antinori nel Chianti Classico and Monastary of Sorelle Clarisse.